Bobby Stanley Jr. (PropHolliday)

Player Prop Analyst
Bobby is a Player Prop Analyst based out of New Jersey with a strong focus on NBA and NFL. After spending much of his youth learning sports betting and horse racing from his father, he turned his appetite for sports betting into a successful Fantasy sports/DFS player. Once sports betting became legal in NJ in 2018, Bobby quickly found success in betting player props. Known as “PropHolliday” on twitter, Bobby believes Player Props are one of the last few markets where bettors still have an edge against sportsbooks.
Live Picks 0
Live Parlays 0
Weekly News Articles 2
Location
New Jersey
Favorite Sports
Favorite Teams
Los Angeles Lakers
Los Angeles Rams
New Jersey Devils
Greatest Betting Win
Christmas Eve I put out a 4-leg SGP parlay that paid nearly 100-1. It was Justin Jefferson 125+ Receiving Yards + TD and James Cook 70 rushing Yards + TD. It hit in overtime of the Giants/Vikings game. I showed up to the family Christmas party and my cousin tailed me without telling me. After it hit, we were going nuts while everyone at the party just stared at us. When I signed onto twitter, I saw ALOT of people tailed the bet and were saying that I literally paid for their families Christmas. It was one of the best feelings I’ve ever had as a handicapper. When I was offered tips, I told everyone to help out someone in need during this time of year (pay it forward helping someone at the grocery store or a homeless person needing a hot meal). Sports betting can be ugly, but in cases like this, I made someone’s life better when they needed it the most.
Greatest Achievements
$100-> $26,946 (+26,846) 9-Leg Week 1 College Football Spread Parlay $25->$2,428 (+9614) 4-Leg Alt-Line NFL Player Prop Parlay on Christmas Eve $50->$3,300 (66-1) Lamar Jackson 2019 MVP Future
Education
A Bachelor's degree in History from Kean University and a Masters degree in Public Administration from Kean as well. Bobby has used his public speaking experience to be successful on camera and behind a microphone.
Experience
20+ years involved in sports betting (Dad started him young) ● 5+ years as a sports journalist ● 3+ years as a sports handicapper ● Featured Guest Appearances on SiriusXM, VSiN, and NBCSports Edge ● Over 250+ articles published I was betting through bookie’s back in 2008 long before legalised sportsbooks arrived in New Jersey in 2018. I can remember using an online website that was mostly made of sides and totals, but it’s where I first found player prop betting (2013-2014). The lines were very limited to just star plays and just points/assists/rebounds and PRA, but I was fascinated that this was being offered. I would research historical performances and the lines were so weak that I was profitable, but limits were very low. I began writing for TurfShowTimes Rams fansite back in 2018 and they allowed me the leniency to write about sports betting. I wrote an article about touchdown props being parlayed and it gained alot of traction. During COVID, I created PropHolliday as a play on “Player Props” and “Doc Holliday” a historical gambler and renaissance man. Since then, I’ve amassed 20K followers on Twitter, covered Super Bowl LVI in Los Angeles, and have been since Pickswise since the beginning of 2022.
Favorite betting market / type
Player Props, Same Game Parlays, Alt-Lines .
Favorite bookmakers
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Bobby's Analysis